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Kamis, 07 Juni 2012

When the amide is hydrolyzed in acidic conditions, acid proton of the carbonyl oxygen, increase the susceptibility of the carbonyl carbon to nucleophilic attack. Nucleophilic attack by water on the carbonyl carbon causes the tetrahedral intermediate compound I, which is in equilibrium with form rather than protons, tetrahedral intermediate II. Reprotonasi can occur either at the tetrahedral intermediates of oxygen to reform I ataupada nitrogen to form a tetrahedral intermediate III. Protonation at nitrogen is preferred because the NH2 group is a stronger base than OH groups. Of the two possible groups to go on a tetrahedral intermediate III group (-OH danNH3), NH3 is a weak base, so it is released, forming carboxylic acids as end products. Because the reaction is carried out in acid solution, NH3 be protonated after expelled from the tetrahedral intermediates. This prevents the reverse reaction.

This revelation may be able to answer the question from Mr. Syam, the production amount of carboxylic acid in acidic conditions far more than under base conditions.

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